neladenoson   

GtoPdb Ligand ID: 11222

Synonyms: BAY 1067197 | BAY-1067197 | BAY1067197 (amide ester prodrug) | neladenoson dalanate (deprecated INN)
Compound class: Synthetic organic
Comment: Neladenoson is a partial adenosine A1 receptor agonist [2]. It is administered as a dipeptide ester to improve solubility and exposure after oral administration and the INN refers to the prodrug structure, neladenoson bialanate. We show the parent molecule in this entry. Neladenoson was the first-in-class adenosine A1 receptor partial agonist to enter clinical evaluation for the treatment of heart failure [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 159.6
Molecular weight 573.11
XLogP 6.29
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OCCOc1ccc(cc1)c1c(C#N)c(SCc2csc(n2)c2ccc(cc2)Cl)nc(c1C#N)N1CCCC1
Isomeric SMILES OCCOc1ccc(cc1)c1c(C#N)c(SCc2csc(n2)c2ccc(cc2)Cl)nc(c1C#N)N1CCCC1
InChI InChI=1S/C29H24ClN5O2S2/c30-21-7-3-20(4-8-21)28-33-22(17-38-28)18-39-29-25(16-32)26(19-5-9-23(10-6-19)37-14-13-36)24(15-31)27(34-29)35-11-1-2-12-35/h3-10,17,36H,1-2,11-14,18H2
InChI Key RFJKJKQQWXKVTD-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[4-(2-hydroxyethoxy)phenyl]-6-(pyrrolidin-1-yl)pyridine-3,5-dicarbonitrile
International Nonproprietary Names
INN number INN
10016 neladenoson bialanate
Synonyms
BAY 1067197 | BAY-1067197 | BAY1067197 (amide ester prodrug) | neladenoson dalanate (deprecated INN)
Database Links
GtoPdb PubChem SID 434122282
PubChem CID 46847262
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